Beauveriolide I (BioDeep_00000844854)
代谢物信息卡片
化学式: C27H41N3O5 (487.30460560000006)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCCCC(C)C1CC(=O)NC(C(=O)NC(C(=O)NC(C(=O)O1)CC(C)C)C)CC2=CC=CC=C2
InChI: InChI=1S/C27H41N3O5/c1-6-7-11-18(4)23-16-24(31)29-21(15-20-12-9-8-10-13-20)26(33)28-19(5)25(32)30-22(14-17(2)3)27(34)35-23/h8-10,12-13,17-19,21-23H,6-7,11,14-16H2,1-5H3,(H,28,33)(H,29,31)(H,30,32)/t18-,19-,21-,22+,23-/m0/s1
描述信息
A cyclodepsipeptide with formula C27H41N3O5. It was originally isolated from the fungus Beauveria sp. FO-6979 during a screening program for inhibitors of lipid droplet accumulation in murine macrophages. It is an inhibitor of acyl-CoA: cholesterol acyltransferase (ACAT) and effective at reducing atherogenic lesions of the artery and heart in mouse models.
同义名列表
1 个代谢物同义名
数据库引用编号
5 个数据库交叉引用编号
- ChEBI: CHEBI:180490
- PubChem: 9913349
- ChEMBL: CHEMBL516093
- CAS: 154491-55-1
- MetaboLights: MTBLC180490
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
0 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- Ying Yin, Bo Chen, Shuangxiu Song, Bing Li, Xiuqing Yang, Chengshu Wang. Production of Diverse Beauveriolide Analogs in Closely Related Fungi: a Rare Case of Fungal Chemodiversity.
mSphere.
2020 09; 5(5):. doi:
10.1128/msphere.00667-20. [PMID: 32878933] - Xue Wang, Yang-Le Gao, Ming-Liang Zhang, Huai-Dong Zhang, Jian-Zhong Huang, Li Li. Genome mining and biosynthesis of the Acyl-CoA:cholesterol acyltransferase inhibitor beauveriolide I and III in Cordyceps militaris.
Journal of biotechnology.
2020 Feb; 309(?):85-91. doi:
10.1016/j.jbiotec.2020.01.002. [PMID: 31926180] - Taichi Ohshiro, Keisuke Kobayashi, Mio Ohba, Daisuke Matsuda, Lawrence L Rudel, Takashi Takahashi, Takayuki Doi, Hiroshi Tomoda. Selective inhibition of sterolO-acyltransferase 1 isozyme by beauveriolide III in intact cells.
Scientific reports.
2017 06; 7(1):4163. doi:
10.1038/s41598-017-04177-8. [PMID: 28646165] - Hung-Jin Huang, Yi-Ru Jian, Calvin Yu-Chian Chen. Traditional Chinese medicine application in HIV: an in silico study.
Journal of biomolecular structure & dynamics.
2014; 32(1):1-12. doi:
10.1080/07391102.2012.745168. [PMID: 23252879] - Kenichiro Nagai, Takayuki Doi, Taichi Ohshiro, Toshiaki Sunazuka, Hiroshi Tomoda, Takashi Takahashi, Satoshi Omura. Synthesis and biological evaluation of a focused library of beauveriolides.
Bioorganic & medicinal chemistry letters.
2008 Aug; 18(15):4397-400. doi:
10.1016/j.bmcl.2008.06.054. [PMID: 18620856] - Hiroshi Tomoda, Takayuki Doi. Discovery and combinatorial synthesis of fungal metabolites beauveriolides, novel antiatherosclerotic agents.
Accounts of chemical research.
2008 Jan; 41(1):32-9. doi:
10.1021/ar700117b. [PMID: 17803269] - Taichi Ohshiro, Ichiji Namatame, Kenichiro Nagai, Takafumi Sekiguchi, Takayuki Doi, Takashi Takahashi, Kazuaki Akasaka, Lawrence L Rudel, Hiroshi Tomoda, Satoshi Omura. Absolute stereochemistry of fungal beauveriolide III and ACAT inhibitory activity of four stereoisomers.
The Journal of organic chemistry.
2006 Sep; 71(20):7643-9. doi:
10.1021/jo0611667. [PMID: 16995669] - Kenichiro Nagai, Takayuki Doi, Takafumi Sekiguchi, Ichiji Namatame, Toshiaki Sunazuka, Hiroshi Tomoda, Satoshi Omura, Takashi Takahashi. Synthesis and biological evaluation of a beauveriolide analogue library.
Journal of combinatorial chemistry.
2006 Jan; 8(1):103-9. doi:
10.1021/cc050084d. [PMID: 16398560] - Shawne Neeper. Lipid-control allies.
Science of aging knowledge environment : SAGE KE.
2004 Jan; 2004(3):nf9. doi:
10.1126/sageke.2004.3.nf9. [PMID: 14736912] - Ichiji Namatame, Hiroshi Tomoda, Shun Ishibashi, Satoshi Omura. Antiatherogenic activity of fungal beauveriolides, inhibitors of lipid droplet accumulation in macrophages.
Proceedings of the National Academy of Sciences of the United States of America.
2004 Jan; 101(3):737-42. doi:
10.1073/pnas.0307757100. [PMID: 14718664] - Daisuke Matsuda, Ichiji Namatame, Hiroshi Tomoda, Susumu Kobayashi, Rainer Zocher, Horst Kleinkauf, Satoshi Omura. New beauveriolides produced by amino acid-supplemented fermentation of Beauveria sp. FO-6979.
The Journal of antibiotics.
2004 Jan; 57(1):1-9. doi:
10.7164/antibiotics.57.1. [PMID: 15032479] - I Namatame, H Tomoda, S Si, Y Yamaguchi, R Masuma, S Omura. Beauveriolides, specific inhibitors of lipid droplet formation in mouse macrophages, produced by Beauveria sp. FO-6979.
The Journal of antibiotics.
1999 Jan; 52(1):1-6. doi:
10.7164/antibiotics.52.1. [PMID: 10092189] - I Namatame, H Tomoda, N Tabata, S Si, S Omura. Structure elucidation of fungal beauveriolide III, a novel inhibitor of lipid droplet formation in mouse macrophages.
The Journal of antibiotics.
1999 Jan; 52(1):7-12. doi:
10.7164/antibiotics.52.7. [PMID: 10092190]